Skip to main content

Cottages for every style

Find the right cottage for you in Kissimmee

The best cottages in Kissimmee

Check out our selection of great cottages in Kissimmee

Filter by:

Review score

See the latest prices and deals by choosing your dates.
Resort Townhome wPRIVATE Pool & BBQ, near Disney, hotel in Kissimmee

Resort Townhome wPRIVATE Pool & BBQ, near Disney is located in Kissimmee, just 10 miles from Disney's Animal Kingdom and 11 miles from Disney's Blizzard Beach Water Park.

Available amenities
Scored 9.2
9.2
Rated wonderful
Wonderful
11 reviews
Price from
$381.13
1 night, 2 adults
Beautiful Modern Home wPrivate Pool Near WDW, hotel in Kissimmee

Beautiful Modern Home wPrivate Pool Near WDW offers accommodations in Kissimmee, 6 miles from Disney Springs and 6.2 miles from Disney's Wide World of Sports.

Location was very close to all popular attractions. Very spacious and comfortable home. Will definitely stay here again when we are not fleeing from natural disaster!
Scored 9.6
9.6
Rated exceptional
Exceptional
8 reviews
Price from
$454.20
1 night, 2 adults
Terra Verde Vacation Rentals, hotel in Kissimmee

8.1 miles from Gatorland in Kissimmee, Terra Verde Vacation Rentals features accommodations with access to a fitness center.

Clean, big, friendly employees and very close to Disney
Scored 9.4
9.4
Rated wonderful
Wonderful
19 reviews
Price from
$191.25
1 night, 2 adults
Five Bedrooms Single Family 4759, hotel in Kissimmee

6 miles from Gatorland in Kissimmee, Five Bedrooms Single Family 4759 provides accommodations with access to a spa center and fitness center.

The location was perfect. The home was beautiful and well kept.
Scored 9.0
9.0
Rated wonderful
Wonderful
6 reviews
Price from
$211.19
1 night, 2 adults
4Bd Sleeps 9 w Jacuzzi Close to Disney @ Compass Bay 5113C, hotel in Kissimmee

5.6 miles from Disney's Wide World of Sports in Kissimmee, 4Bd Sleeps 9 w Jacuzzi Close to Disney @ Compass Bay 5113C provides accommodations with access to a spa center.

Hate it
Scored 9.3
9.3
Rated wonderful
Wonderful
13 reviews
Price from
$133.57
1 night, 2 adults
Four Bedrooms with Screen PoolStoreyLake 4910, hotel in Kissimmee

6.1 miles from Gatorland in Kissimmee, Four Bedrooms with Screen PoolStoreyLake 4910 provides accommodations with access to a fitness center.

Clean, quiet, and convenient for stores.
Scored 9.4
9.4
Rated wonderful
Wonderful
6 reviews
Price from
$166.96
1 night, 2 adults
Beautiful Furnished Townhome w Private Pool, hotel in Kissimmee

Beautiful Furnished Townhome w Private Pool is located in Kissimmee, just 10 miles from Disney's Animal Kingdom and 11 miles from Disney's Blizzard Beach Water Park.

Everything about the property was nice
Scored 9.0
9.0
Rated wonderful
Wonderful
14 reviews
Price from
$353.90
1 night, 2 adults
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836, hotel in Kissimmee

6 miles from Disney Springs in Kissimmee, Gorgeous 4 Bedroom w/ Pool Close to Disney 4836 offers accommodations with access to a spa center and fitness center.

Scored 9.1
9.1
Rated wonderful
Wonderful
8 reviews
Price from
$173.28
1 night, 2 adults
Four Bedroom with GameRoom 5150A, hotel in Kissimmee

5.6 miles from Disney's Wide World of Sports in Kissimmee, Four Bedroom with GameRoom 5150A provides accommodations with access to a spa center and fitness center.

Well located, comfortable, parking, very well supported by Staff Team
Scored 9.3
9.3
Rated wonderful
Wonderful
16 reviews
Price from
$157.94
1 night, 2 adults
Four Bedrooms Townhome 5126, hotel in Kissimmee

5.7 miles from Disney's Wide World of Sports in Kissimmee, Four Bedrooms Townhome 5126 provides accommodations with access to a spa center.

I like everything about the house location was excellent and will be back again
Scored 9.1
9.1
Rated wonderful
Wonderful
31 reviews
Price from
$106.50
1 night, 2 adults
All cottages in Kissimmee
Looking for a cottage?
Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.

Most booked cottages in Kissimmee this month

See all

Enjoy breakfast in Kissimmee!

  • Review score
    9.0
    Wonderful · 143 reviews

    Stunning Townhouses 5 Minutes away Disney! enjoys a location in Kissimmee, 8.2 miles from Gatorland and 8.3 miles from Disney Springs.

    How comfortable and clean it was. Loved it! 10/10

  • Review score
    9.8
    Exceptional · 5 reviews

    Luxe Disney Getaway - Karaoke - Games - Heated Pool is located in Kissimmee, just 7.5 miles from Gatorland and 8.4 miles from Disney's Wide World of Sports.

  • Review score
    9.6
    Exceptional · 11 reviews

    8.9 miles from Disney's Animal Kingdom in Kissimmee, Windsor Palm Resort 3 miles to Disney 4 Bedrooms features accommodations with access to a fitness room, public bath, and indoor pool.

    Casa ampla, confortável e bem equipada. Nos atendeu perfeitamente. Próximo aos parques da Disney.

  • Breakfast options
    Review score
    10.0
    Exceptional · 5 reviews

    Minnie Heaven offers accommodations in Kissimmee, 5.8 miles from Disney's Animal Kingdom and 6.2 miles from Disney's Blizzard Beach Water Park.

  • Review score
    9.8
    Exceptional · 8 reviews

    Offering a garden, Compass Bay Resort - Close to Disney offers accommodations in Kissimmee.

    Todo la casa está perfectamente todo lugar muy bonito

  • Review score
    9.8
    Exceptional · 5 reviews

    Upstay - Solara Resort Retreat w Pool and Hot Tub is located in Kissimmee, just 10 miles from Disney's Animal Kingdom and 11 miles from Disney's Blizzard Beach Water Park.

  • Review score
    9.5
    Exceptional · 6 reviews

    Solara Villa with Themed Rooms and Private Pool is located in Kissimmee, just 11 miles from Disney's Blizzard Beach Water Park and 11 miles from Disney's Wide World of Sports.

  • Review score
    9.2
    Wonderful · 7 reviews

    Our Happy Place - FREE Pool heat! Dogs welcome! is located in Kissimmee, just 10 miles from Disney's Animal Kingdom and 11 miles from Disney's Blizzard Beach Water Park.

These cottages in Kissimmee have options with FREE cancellation

  • Free cancellation options available
    Review score
    9.6
    Exceptional · 8 reviews

    Country Cottage offers accommodations in Kissimmee, 13 miles from SeaWorld Orlando and 14 miles from SeaWorld's Discovery Cove.

    Excellent place to rest, very comfortable and pleasant. A+++++++….!!

  • Review score
    9.6
    Exceptional · 10 reviews

    8.2 miles from Disney's Animal Kingdom in Kissimmee, Stylish & Cozy Retreat Prime location Fully Equipped provides accommodations with access to a spa center and fitness center.

    La casa es muy bonita y tiene todo lo que necesitas

  • Free cancellation options available
    Review score
    9.0
    Wonderful · 24 reviews

    A recently renovated vacation home, Beautiful, home in a gated community offers accommodations in Kissimmee. This property offers a private pool, free Wifi, and free private parking.

    Una struttura formidabile accogliente e bene attrezzata

  • Free cancellation options available
    Review score
    9.1
    Wonderful · 8 reviews

    Providing a terrace, Champions Family Home - Near Disney offers accommodations in Kissimmee. This property offers a private pool and free private parking.

  • Review score
    9.4
    Wonderful · 7 reviews

    Redone Private Guesthouse Suite with Community Pool is located in Kissimmee, just 7.4 miles from Gatorland and 13 miles from Florida Mall. This property offers a private pool and free private parking.

    So clean and comfortable… everything we needed for a weekend away!

  • Review score
    9.0
    Wonderful · 18 reviews

    Vacation Home with Private Pool near Disney World is a recently renovated vacation home in Kissimmee where guests can make the most of its outdoor swimming pool, garden, and bar.

  • Review score
    9.6
    Exceptional · 19 reviews

    7.3 miles from Gatorland in Kissimmee, Cozy Oasis near Disney! 4 bedroom 3 bath Townhouse! features accommodations with access to a fitness room.

    Casa excelente. Tem tudo que precisa para viagem de lazer

  • Review score
    9.5
    Exceptional · 15 reviews

    Renovated 3 Br home near all main attractions is located in Kissimmee, just 11 miles from Gatorland and 12 miles from Disney's Wide World of Sports.

    Great value! Quick reply from owners. Clean, super cute place.

Traveling by car? These cottages in Kissimmee offer free parking!

  • Review score
    9.7
    Exceptional · 6 reviews

    Offering a garden, Your Home Away from Home! provides accommodations in Kissimmee. This property offers access to a balcony and free private parking.

    Host was very accommodating, had all the basic ammentities and nice pool area.

  • Review score
    9.3
    Wonderful · 13 reviews

    A recently renovated vacation home, Beautiful 5BR 4 baths Themed home near Disney and Universal, Private Pool, Gameroom, baby Crib and more offers accommodations in Kissimmee.

    Hottub and heated pool was ready to go! The house was beautiful

  • Review score
    9.8
    Exceptional · 5 reviews

    4br House w Perfect Location Pool and Much More is located in Kissimmee, just 6.2 miles from Disney's Blizzard Beach Water Park and 6.5 miles from Disney's Wide World of Sports.

    Modern clean design with imaginative bedroom motif for grandkids. Swimming pool was a bonus for us snowbirds

  • Review score
    9.8
    Exceptional · 32 reviews

    Brand New Townhouse-Storey Lake offers accommodations in Kissimmee, 8.1 miles from Gatorland and 8.1 miles from Disney Springs. This property offers a private pool and free private parking.

    Everything was perfect...the house is just perfect.

  • Review score
    9.9
    Exceptional · 9 reviews

    7.7 miles from Gatorland in Kissimmee, Luxury 9BR Villa @ Storey Lake Resort Near Disney offers accommodations with access to spa facilities and fitness room.

    Super responsive, clean, and great area. We had a group of 15 and it was perfect.

  • Review score
    9.3
    Wonderful · 26 reviews

    5.5 miles from Disney's Wide World of Sports in Kissimmee, Charming Townhouse with 2 King Suites & Amazing Pool only 10 Mins to Disney features accommodations with access to a fitness room.

    Everything it was amazing I hated leaving , the kids loved it

  • Review score
    9.4
    Wonderful · 7 reviews

    10 miles from Disney's Boardwalk in Kissimmee, Premium Villa at Champions Gate features accommodations with access to a fitness center.

  • Review score
    9.1
    Wonderful · 16 reviews

    10 miles from Disney's Wide World of Sports in Kissimmee, Beautiful Villa at Champions Gate offers accommodations with access to a sauna, hot tub, and fitness room.

    Very comfortable, close to ammenities & had a homely feel to it

FAQ about cottages in Kissimmee

Cottages That Guests Love in Kissimmee

See all
  • Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 2,211 reviews
    The villa was nice. The rooms were upstairs. I liked that there was a kitchen table to sit at and a patio. The lazy river was really nice spent more time in it than the actual pool. They had hot tubs. The kids loved the slides. The waterfall was nice as well. It is also in a good location not too far from food and shopping centers… literally 3-5 minutes away from a Walmart. They had dishes in the cabinets that you could use to cook.
    Lu
    Family with young children
  • Scored 6.9
    6.9
    Rated pleasant
    Pleasant
     · 16 reviews
    Venetian bay was amazing , 3 pools one with hot tub , gym , volley ball , tennis courts ,
    Samuel
    Family with young children
  • Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 19 reviews
    Absolutely loved the cleanliness, beautiful decor and lovely swimming pool. The entire house was immaculate, well cared for and the children's rooms are so cosy and magical. The company are very responsive and the resort itself is brilliant with its waterslides, pool and outside bar.
    Alice
    Family with young children
  • Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 28 reviews
    cozy and comfortable house. It was exactly what we needed for our trip with 4 adults and 3 children. We found the items we needed in the kitchen and pool towels in the laundry room.
    Lílian
    Family with young children
  • Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 7 reviews
    Big lodge with lots of room
    Sharon
    Family with young children
  • Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 4 reviews
    Very good value for money, cozy apartment. Everything you needed was provided which was really nice. The resort pool area was lovely. Heated pool, very well kept and the resort is in a really good location.
    Chris
    Young couple
  • Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 4 reviews
    Nice and cosy, comfortable
    Jonathan
    Family with young children
  • Scored 8.1
    8.1
    Rated very good
    Very Good
     · 21 reviews
    Nothing that house really needs a deep deep cleaning there's no way someone rated that house a 9.2 unless that's how they live! Filthy! The blinds wldnt completely open, chipped paint on the walls. Clocks don't work cabinets fithly, fans dusty. Smelled like stale cigarettes.
    laken
    Family with young children
  • Scored 10
    10
    Rated exceptional
    Exceptional
     · 8 reviews
    The property had everything you needed to make your stay comfortable. It was immaculately clean and the air conditioning worked like a dream. The beds so comfortable and cosy. The pool was clean and well presented. Games room had ice hockey, pool table.
    Terry
    Family with young children
  • Scored 8.5
    8.5
    Rated very good
    Very Good
     · 23 reviews
    The apartment was spacious and cozy. Everything needed was found in the apartment. The pool area was nice. There was also a Finnish sauna that we tried! There was also a gym and billiard table. The area was very peaceful and there was no disturbance from other people. All services were really close. Walmart, for example, was only a couple of miles away. The owner was really helpful, we got good service.
    Katjabj
    Travelers with friends

Research, refine, and make plans for your whole trip